HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Hydroxybenzotriazole → [3-(2-Amino-4,5-dimethoxy-phenylcarbamoyl)-propyl]-methyl-carbamic acid benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4,5-Dimethoxybenzene-1,2-diamine--hydrogen chloride (1/2) | HCID 13000219 | — |
| Reactant | 4-(((Benzyloxy)carbonyl)(methyl)amino)butanoic acid | HCID 19028304 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [3-(2-Amino-4,5-dimethoxy-phenylcarbamoyl)-propyl]-methyl-carbamic acid benzyl ester | HCID 68414218 | — |
Reaction Steps
To a solution of 0.95 g 4-(benzyloxycarbonyl-methyl-amino)-butyric acid in 20 mL THF were added 3.3 mL of DIPEA, 0.61 g of HOBt and 0.86 g EDC. After stirring for 5 min 1.0 g of 4,5-dimethoxy-benzene-1,2-diamine dihydrochloride was added and the mixture was stirred at rt overnight. Saturated aq. NaHCO3 solution was added, the phases were separated and the organic phase was washed with brine. The combined organic phases were dried over MgSO4, and concentrated in vacuo.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08202885B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-22ca4ff8a7674726a83415621108f133 |
| Source note | uspto-grants-2012_06 |